Tricky elementary integral $\int_{0}^{\frac{\pi}{2}}x\cot(x)dx$.
The integral is due to Leonhard Euler.
$$I=\int_0^{\pi/2}x\cot xdx=\int_0^{\pi/2}x(\ln\sin x)^\prime dx=-\int_0^{\pi/2}\ln\sin xdx$$
Take $x=\pi/2-u$, we have $$I=-\int_0^{\pi/2}\ln\cos udu$$
Therefore $$2I=-\int_0^{\pi/2}(\ln\sin x+\ln\cos x)dx=\frac\pi2\ln2-\int_0^{\pi/2}\ln\sin2xdx$$
The later integral could be transformed:
$$J=\int_0^{\pi/2}\ln\sin2xdx=\frac12\int_0^\pi\ln\sin xdx=\int_0^{\pi/2}\ln\sin xdx=-I$$ since $\sin x=\sin(\pi-x)$, thus
$$J=\frac\pi2\ln2$$
As an extra exercise, try to calculate
$$I(r)=\int_0^\pi\ln(1-2r\cos x+r^2)dx$$ where $\lvert r\rvert\neq1$. (due to S.D. Poisson)
A handy formula when integrating a polynomial times cot or csc.
It can be shown that:
$\displaystyle \int_{a}^{b}p(x)\cot(x)dx=2\sum_{k=1}^{\infty}\int_{a}^{b}p(x)\sin(2kx)dx$
So, you have $\displaystyle 2\sum_{k=1}^{\infty}\int_{0}^{\frac{\pi}{2}}x\sin(2kx)dx$
$=\displaystyle \sum_{k=1}^{\infty}\left(\frac{\sin(k\pi)}{2k^{2}}-\frac{\pi\cos(k\pi)}{2k}\right)$
Note that $\displaystyle \sin(\pi k)=0, \;\ \cos(\pi k)=(-1)^{k}$.
So, it reduces to:
$\displaystyle \frac{\pi}{2}\sum_{k=1}^{\infty}\frac{(-1)^{k+1}}{k}$
$=\displaystyle \frac{\pi}{2}\ln(2)$
The above formula is satisfied as long as sin(x/2) or cos(x/2) is not zero in [a,b].
Try it with other upper limits like $\frac{\pi}{4}$ or $p(x)=x^{2}$.
If you're familiar with Zeta sums and the Catalan constant(which may pop up) you can integrate these functions easier.
There is an analogous formula for csc:
$\displaystyle \int_{a}^{b}p(x)csc(x)dx=2\sum_{k=0}^{\infty}\int_{a}^{b}p(x)\sin(2k+1)x dx$
Another way to do this integral:
$$I=\int_0^{\pi/2}x\cot(x)\,dx=\int_0^{\pi/2}(\pi/2-x)\tan(x)\,dx\\ \Rightarrow 2I=\int_0^{\pi/2}\frac{2x\cos^2(x)+2(\pi/2-x)\sin^2(x)}{2\sin(x)\cos(x)}\, dx\\=\int_0^{\pi/2}\frac{2x\cos(2x)+\frac{\pi}{2}(1-\cos(2x))}{\sin(2x)}\,dx\\\Rightarrow 4I=\int_0^{\pi}\frac{x\cos(x)+\frac{\pi}{2}(1-\cos(x))}{\sin(x)}\, dx\\=\int_0^{\pi/2}x\cot(x)\,dx+\frac{\pi}{2}\int_0^{\pi/2}\csc(x)-\cot(x)\,dx+\int_{\pi/2}^\pi (x-\pi)\cot(x)\,dx+\frac{\pi}{2}\int_{\pi/2}^\pi\csc(x)+\cot(x)\,dx\\=2I+\pi\int_0^{\pi/2}\csc(x)-\cot(x)\,dx\\=2I-\pi\log|1+\cos(x)|]^{\pi/2}_0\\\Rightarrow I=\frac{\pi}{2}\log(2).$$